HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403309Generated: October 25, 2026
Potassium Phosphate, Tribasic → Methyl 2-(5-bromopyridin-3-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate
https://huagongshe.com/reaction/1403309
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 5-Bromopyridine-3-boronic acid | HCID 3814811 | — |
| Reactant | Methyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate | HCID 86667203 | — |
| Catalyst | Water | HCID 962 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Methyl 2-(5-bromopyridin-3-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate | HCID 70665109 | 75.2% |
Reaction Steps
To a solution of 5-bromopyridin-3-ylboronic acid (288.0 mg, 1.43 mmol) in dioxane (5 mL) was added methyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (Scheme I, 140.0 mg, 0.48 mmol), K3PO4 (302.0 mg, 1.43 mmol), Pd(PPh3)4 (27.6 mg, 0.02 mmol) and three drops water. The reaction mixture was stirred for 1 h at 90° C. with an inert atmosphere of nitrogen and then concentrated under vacuum to give a residue, which was purified by a silica gel column with 1% ethyl acetate in petroleum ether to afford methyl 2-(5-bromopyridin-3-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (150.0 mg, 72%) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912188B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-fabe9fa7d55a4bee8ddc68f71f770e66 |
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| Source note | uspto-grants-2014_12 |
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